Enterprise Account Executive - New England

Pentera•Burlington, MA

About The Position

Pentera is hiring an Enterprise Account Executive to manage enterprise accounts in New England, USA. The role sells Pentera’s AI-native Security Validation platform, which emulates real attacks in customer environments and helps security teams identify exploitable exposures and reduce risk. The Account Executive owns the full sales cycle, from prospecting and discovery through demonstrations, proof-of-concept work with Sales Engineers, negotiation, and close. The role also helps shape the company’s sales approach by sharing buyer feedback with Product, Marketing, and the sales playbook. The position requires self-sourcing pipeline and building demand, selling to CISOs and security leaders in terms of business risk and outcomes, and maintaining accurate forecasts and clear next steps for every opportunity. The role uses an AI-assisted sales workflow and tools including Salesforce, Gong, Outreach or Apollo, Sales Navigator, and AI tools. Pentera has more than 350 team members and 1,300 customers in over 60 countries. The company offers a competitive OTE of $330,000–$360,000, depending on experience and fit, plus a comprehensive benefits package.

Requirements

At least 5 years of enterprise B2B sales experience; cybersecurity experience or experience selling to security buyers is strongly preferred.
Proven quota attainment on full-cycle enterprise deals, from first touch through close.
Track record of self-sourcing pipeline, opening doors, and building demand.
Ability to sell credibly to CISOs and focus on risk and outcomes rather than decks and scripts.
Proficiency with Salesforce, Gong, Outreach or Apollo, Sales Navigator, and AI tools.

Nice To Haves

Cybersecurity sales experience or experience selling to security buyers.

Responsibilities

Own the full sales cycle across enterprise accounts, including prospecting, discovery, demonstrations, proof-of-concept work with Sales Engineers, negotiation, and closing.
Self-source pipeline by opening new doors and creating demand.
Sell to CISOs and security leaders, focusing conversations on business risk and outcomes.
Use an AI-assisted sales motion and tools including Salesforce, Gong, Outreach or Apollo, Sales Navigator, and AI tools to research and personalize at scale.
Forecast accurately and maintain a clean pipeline with a clear next step for every deal.
Share buyer feedback with Product, Marketing, and the sales playbook to help shape the sales motion.